- Synthesis of unsaturated silyl heterocycles via an intramolecular silyl-heck reaction
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We report the synthesis of unsaturated silacycles via an intramolecular silyl-Heck reaction. Using palladium catalysis, silicon electrophiles tethered to alkenes cyclize to form five- and six-membered silicon heterocycles. The effects of alkene substitution and tether length on the efficiency and regioselectivity of the cyclizations are described. Finally, through the use of an intramolecular tether, the first examples of disubstituted alkenes in silyl-Heck reactions are reported.
- Reid, William B.,McAtee, Jesse R.,Watson, Donald A.
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supporting information
p. 3796 - 3803
(2019/10/11)
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- Controlled introduction of allylic group to chlorosilanes
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Allylation of chlorosilanes has been achieved with allylsamarium bromide, especially in a controlled manner. Thus allylation of trisubstituted chlorosilanes (R3SiCl) afforded a variety of aryl, aralkyl, and alkenyl substituted allylsilanes. Dichlorosilanes (R2SiCl2) can either afford monoallylated silanes or diallylated silanes depending on the amount of allylsamarium bromide used. Similarly, trichlorosilanes (RSiCl3) can selectively afford mono-, di-, and tri-allylation products. Finally, perchlorosilane (SiCl4) was allylated stepwise and the corresponding silanes containing one, two, three or four allylic groups, respectively, were obtained in satisfactory yields.
- Li, Zhifang,Cao, Xiaojun,Lai, Guoqiao,Liu, Jinhua,Ni, Yong,Wu, Jirong,Qiu, Huayu
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p. 4740 - 4746
(2007/10/03)
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